EP1924140A2 - Microbicidal composition - Google Patents
Microbicidal compositionInfo
- Publication number
- EP1924140A2 EP1924140A2 EP06774460A EP06774460A EP1924140A2 EP 1924140 A2 EP1924140 A2 EP 1924140A2 EP 06774460 A EP06774460 A EP 06774460A EP 06774460 A EP06774460 A EP 06774460A EP 1924140 A2 EP1924140 A2 EP 1924140A2
- Authority
- EP
- European Patent Office
- Prior art keywords
- composition according
- composition
- glycol
- isothiazolone
- glycols
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Withdrawn
Links
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/80—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2
Definitions
- the invention relates to a microbicidal composition which comprises a mixture of at least two components, the first component being 2-methyl-3-isothiazolone (MIT) .
- MIT 2-methyl-3-isothiazolone
- MIT is also described by the CAS No. 2682-20-4.
- microbicidal compositions have been disclosed, for example, by European patent 1 332 675 in which a commercially available microbicidal benzoic acid is used as second component.
- a microbicidal composition as described at the outset and proposes that this comprises a mixture of at least two components, the first component being 2-methyl-3- isothiazolone and the second component being at least one active compound selected from the following groups of active compounds: a) compounds having activated methylol groups b) guats or polyquats c) carbamates d) organic acids e) aromatic alcohols
- the abovementioned groups of active compounds are in each case likewise biocidal or microbicidal . They frequently have an altered antimicrobial spectrum. Precisely in combination with MIT, resultant synergistic effects are produced thereby, since a greater bandwidth of organisms can be actively combated.
- the selection of the proposed active compounds is such that they can also be used in a wide pH range in accordance with the desired use. The invention therefore combines a broad antimicrobial activity spectrum with a wide pH application range.
- inventive composition is usable, for example, in the pH range from 4 to 10.
- inventive microbicidal composition is used in domestic products, for example cleaners, dishwashing agents, cleaning agents, cosmetic products, shampoos, soaps, wet wipe uses, for example using moist cloths and the like.
- inventive composition can also be used in industrial applications, for example in coatings, paints, plasters, emulsions, dispersions, glues, latex and the like.
- the composition is a mixture of at least two components.
- the invention does not exclude the microbicidal composition also having more than two components, MIT then being combinable with two or more further active compounds from the said group selected compounds .
- a plurality of active compounds of one group of active compounds are used in an inventive composition.
- the field of application of such a microbicidal composition can thereby be further optimized and adapted for the specific application.
- the previously described mechanisms with respect to pH and different possibilities of attacking the harmful organisms apply here in an unmodified manner.
- composition comprises one or more different solvents.
- a variant of the invention provides that water, glycols and/or glycol ethers are provided as solvent.
- a further development according to the invention proposes that a synergistic action of the components present in the mixture is provided.
- a preferred variant of the invention provides that an activity enhancement is provided by the solvent, in particular the glycols and/or glycol ethers.
- inventive compositions are used in specific applications which contain, for example, various liquid phases.
- an oil phase occurs in addition to a water phase.
- the harmful organisms to be attacked are situated in the water phase or the boundary layer.
- the use of the proposed solvents means that the active compounds also preferably remain in the aqueous phase and can destroy microorganisms there. Improved activities of the active compounds used finally result from improved active compound uptakes into the respective organisms with the proposed solvents.
- the concentration of the active compounds used can be restricted, which decreases costs.
- bronopol, diazolidinylurea or imidazolidinylurea are provided as compounds having activated methylol groups .
- a further development of the invention proposes that polyaminopropyl biguanide, cetrimonium bromide or benzalconium chloride are provided as quats or polyquats .
- a preferred variant of the invention provides that iodopropynyl butylcarbamate or dithiocarbamate are provided as carbamates .
- An inventive variant provides that dehydroacetic acid, undecylenic acid or salicylic acid are provided as organic acids .
- a further development of the invention proposes that phenoxyethanol , phenylethanol, phenoxypropanol , phenylpropanol or dichlorobenzyl alcohol are provided as aromatic alcohols .
- a preferred variant of the invention provides that polypropylene glycol 2-methyl ether, 1, 2-octanediol, propylene glycol, pentylene glycol, hexylene glycol, dipropylene glycol, dipropylene glycol r ⁇ onomethyl ether, oligo- or polyethylene glycols or polypropylene glycols are provided as glycols or glycol ethers .
- Polypropylene glycol is also called PPG-2-methyl ether.
- weight ratio between 2-methyl-3-isothiazolone and the other components is between 1:1000 and 200:1, preferably between 2:100 and 5:1.
- the weight ratio between the components and the solvent is between 1:100 and 100:1, preferably 1:10 to 3:2.
- a preferred variant of the invention provides the weight percentage of glycol or glycol ether of the composition is from 0% to 85%.
- An inventive variant provides that the weight percentage of 1, 2-octanediol of the composition is from 0% to 10%.
- a further development of the invention proposes that the weight percentage of 2-methyl-3-isothiazolone in the composition is from 0.1% to 20%, preferably approximately 2% to 8%.
- a preferred variant of the invention provides that the weight percentage of aromatic alcohols of the total composition is from 0% to 99.9%, preferably 0.1% to 80%.
- An inventive variant provides that the weight percentage of water of the total composition is from 0% to 99.9%.
- composition is essentially free from halogenated isothiazolone.
- microbicidal compositions of the present invention are essentially free from halogenated isothiazolones .
- "Essentially” free is taken to mean that the composition has from 0 to at most 3%, preferably from 0 to 1%, and further preferably from 0 to only 0.5%, halogenated isothiazolones (based on the weight) , based on the combined weight of halogenated isothiazolone and MIT.
- a further concentration of halogenated isothiazolone is unstable and requires additional stabilization components. These can be, for example, metal salts and the like which, however, cause additional costs and also can lead to undesirable side effects in subsequent formulation. It is therefore expedient, based on the MIT, to provide a weight percentage as low as possible, as described, of halogenated isothiazolone.
- the finished use formulation is sought to have at maximum a halogenated isothiazolone content of 1000 ppm.
- the reported weight percentages relate to the total weight of the composition.
- the table above gives an overview of the inventive compositions which exhibit the desired properties.
- the table is to be taken to mean that the compositions having the reported weight percentages (in the 3rd column) lead to a stable composition.
- the weight percentages are to be taken to mean preferred embodiment of the invention and likewise do not restrict the more broadly worded bandwidth of the weight percentages belonging to the invention.
- Synergy tests were conducted using microbiological tandard methods. Ringer's Solution (Merck, VWR) was used for testing bacteria, yeast and mould species. In jars 100 ml aliguots of sterile Ringer Solution are dosed with the preservatives and a known inoculum of the single test species is added. A control sample containing no preservative is also used to ascertain the biocide effect on the inoculum. The prepared jars were incubated at 30 0 C.
- TSA tryptic soy agar
- MEA malt extract agar
- the synergy of the combinations of the present invention was determined against four bacteria, Pseudomonas aeruginosa, Escherichia coli, Proteus mirabilis, AND Staphylococcus aureus, a yeast, Candida albicans and two moulds Trichoderma viride and Aspergillus niger.
- the single micro-organisms were used at a concentration of about 10 5 microbes per ml. these micro-organisms are standard reference organisms and representative of natural contaminants in many consumer and industrial applications.
- test results for demonstration of synergy of the preservative combinations of the present invention are shown below.
- first component (A) was MIT and the second component was phenylethylalcohol (B) .
- B phenylethylalcohol
- Aeruginosa Test 2.1 25 12.5 125 2500 0.55
- Escherichia Test 1 50 25 250 2000 0.63
- Proteus Test 1 50 25 250 2000 0.63 mirabilis Test 2.1 25 12.5 125 2000 0.56
- Staphylococcus Test 1 75 25 250 2000 0.46 aureus Test 2.1 50 25 250 1500 0.67
- Candida Test 1 50 25 250 2000 0.63 albicans Test 2.1 50 25 250 2500 0.60
- Trichoderma Test 1 75 25 250 2000 0.46 viride Test 2.1 50 25 250 3000 0.58
- QB concentration of compound B (second component in ppm, acting alone, which produced an end point (MIC of Compound B)
- Test one was done as single test, Test 2 was performed under statistical conditions with 3 parallel samples
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
The invention relates to a microbicidal composition which comprises a mixture of at least two components, the first component being 2-methyl-3-isothiazolone (MIT) and the second component being at least one active compound selected from the following groups of active compounds : a) compound having activated methylol groups b) quats or polyquats c) carbamates d) organic acids e) aromatic alcohols.
Description
FDN-2910
MICROBICIDAL COMPOSITION
The invention relates to a microbicidal composition which comprises a mixture of at least two components, the first component being 2-methyl-3-isothiazolone (MIT) .
MIT is also described by the CAS No. 2682-20-4.
The abovementioned microbicidal compositions have been disclosed, for example, by European patent 1 332 675 in which a commercially available microbicidal benzoic acid is used as second component.
The combination described in this European patent restricts the application of MIT with respect to the pH range .
It is an object of the present invention to provide microbicidal compositions as described above whose application is possible in as wide a pH range as possible.
To achieve this object the invention proceeds from a microbicidal composition as described at the outset and proposes that this comprises a mixture of at least two components, the first component being 2-methyl-3- isothiazolone and the second component being at least one active compound selected from the following groups of active compounds: a) compounds having activated methylol groups b) guats or polyquats c) carbamates d) organic acids e) aromatic alcohols
The abovementioned groups of active compounds are in each case likewise biocidal or microbicidal . They frequently have an altered antimicrobial spectrum. Precisely in combination with MIT, resultant synergistic effects are produced thereby, since a greater bandwidth of organisms can be actively combated. The selection of the proposed active compounds is such that they can also be used in a wide pH range in accordance with the desired use. The invention therefore combines a broad antimicrobial activity spectrum with a wide pH application range.
In particular, it is proposed that the inventive composition is usable, for example, in the pH range from 4 to 10.
Different active compounds also have a different mechanism of action. This therefore results in the fact that, for example, one variety of organisms can be attacked by various active compound mechanisms and a synergistic effect can also thus be produced.
The inventive microbicidal composition is used in domestic products, for example cleaners, dishwashing agents, cleaning agents, cosmetic products, shampoos, soaps, wet wipe uses, for example using moist cloths and the like. Likewise, the inventive composition can also be used in industrial applications, for example in coatings, paints, plasters, emulsions, dispersions, glues, latex and the like.
It is proposed according to the invention that the composition is a mixture of at least two components. The invention does not exclude the microbicidal composition also having more than two components, MIT then being combinable with two or more further active compounds from the said group selected compounds . It is also possible
that a plurality of active compounds of one group of active compounds are used in an inventive composition. The field of application of such a microbicidal composition can thereby be further optimized and adapted for the specific application. The previously described mechanisms with respect to pH and different possibilities of attacking the harmful organisms apply here in an unmodified manner.
A preferred variant of the invention provides that the composition comprises one or more different solvents.
A variant of the invention provides that water, glycols and/or glycol ethers are provided as solvent.
A further development according to the invention proposes that a synergistic action of the components present in the mixture is provided.
A preferred variant of the invention provides that an activity enhancement is provided by the solvent, in particular the glycols and/or glycol ethers.
It has been found that the proposed solvents, without having activity of their own, improve the activity of the active compounds used. This effect is described and taken to mean hereinafter activity enhancement.
The inventive compositions are used in specific applications which contain, for example, various liquid phases. For example, in an oil-water mixture, an oil phase occurs in addition to a water phase. The harmful organisms to be attacked are situated in the water phase or the boundary layer. The use of the proposed solvents means that the active compounds also preferably remain in the aqueous phase and can destroy microorganisms there.
Improved activities of the active compounds used finally result from improved active compound uptakes into the respective organisms with the proposed solvents. The concentration of the active compounds used can be restricted, which decreases costs.
In particular, such activity enhancements have been observed with 1, 2-octanediol, pentylene glycol and hexylene glycol. Generally this property, however, is assigned to the entire group of glycols or glycol ethers as solvents .
An inventive variant provides that bronopol, diazolidinylurea or imidazolidinylurea are provided as compounds having activated methylol groups .
A further development of the invention proposes that polyaminopropyl biguanide, cetrimonium bromide or benzalconium chloride are provided as quats or polyquats .
A preferred variant of the invention provides that iodopropynyl butylcarbamate or dithiocarbamate are provided as carbamates .
An inventive variant provides that dehydroacetic acid, undecylenic acid or salicylic acid are provided as organic acids .
A further development of the invention proposes that phenoxyethanol , phenylethanol, phenoxypropanol , phenylpropanol or dichlorobenzyl alcohol are provided as aromatic alcohols .
A preferred variant of the invention provides that polypropylene glycol 2-methyl ether, 1, 2-octanediol, propylene glycol, pentylene glycol, hexylene glycol, dipropylene glycol, dipropylene glycol rαonomethyl ether, oligo- or polyethylene glycols or polypropylene glycols are provided as glycols or glycol ethers . Polypropylene glycol is also called PPG-2-methyl ether.
An inventive variant provides that the weight ratio between 2-methyl-3-isothiazolone and the other components is between 1:1000 and 200:1, preferably between 2:100 and 5:1.
As described, the use of MIT in proportion to the other component varies over a wide range. Here, in the desired field of use, an appropriate combination is possible by which, obviously, by corresponding control and skilful selection of the active compounds, the total costs of an inventive composition can be greatly reduced.
A further development of the invention proposes that the weight ratio between the components and the solvent is between 1:100 and 100:1, preferably 1:10 to 3:2.
A preferred variant of the invention provides the weight percentage of glycol or glycol ether of the composition is from 0% to 85%.
An inventive variant provides that the weight percentage of 1, 2-octanediol of the composition is from 0% to 10%.
A further development of the invention proposes that the weight percentage of 2-methyl-3-isothiazolone in the composition is from 0.1% to 20%, preferably approximately 2% to 8%.
A preferred variant of the invention provides that the weight percentage of aromatic alcohols of the total composition is from 0% to 99.9%, preferably 0.1% to 80%.
An inventive variant provides that the weight percentage of water of the total composition is from 0% to 99.9%.
A further development of the invention proposes that the composition is essentially free from halogenated isothiazolone.
The microbicidal compositions of the present invention are essentially free from halogenated isothiazolones . "Essentially" free is taken to mean that the composition has from 0 to at most 3%, preferably from 0 to 1%, and further preferably from 0 to only 0.5%, halogenated isothiazolones (based on the weight) , based on the combined weight of halogenated isothiazolone and MIT. A further concentration of halogenated isothiazolone is unstable and requires additional stabilization components. These can be, for example, metal salts and the like which, however, cause additional costs and also can lead to undesirable side effects in subsequent formulation. It is therefore expedient, based on the MIT, to provide a weight percentage as low as possible, as described, of halogenated isothiazolone.
In particular, the finished use formulation is sought to have at maximum a halogenated isothiazolone content of 1000 ppm.
The table below describes various exemplary samples according to the invention:
Sample Component Weight Components of the percentage weight percentages
[%] [%]
MIT 5 0.1 ... 20
Diazolidinylurea 50 20 ... 60
Water 45 0 ... 79 .9
MIT 5 0.1 20
Bronopol 10 0.1 ... 20
Phenylethanol 30 0 ... 80
PPG-2-methyl ether 35 0 ... 99 .9
Water 20 0 ... 99 .9
MIT 2-5 0.1 ... 20
Phenylethano1 50-80 0 ... 99 .9
1, 2-octanediol 0-10 0 ... 50
PPG-2-methyl ether 6-30 0 ... 99 .9
Water 2-15 0 ... 99 .9
MIT 2-5 0.1 ... 20
Cetrimonium bromide 5-20 0.1 ... 20
Phenylethanol 0-76 0 ... 99
1, 2-octanediol 0-10 0 50
PPG-2-methyl ether 0-35 0 ... 99 .9
Water 2-85 0 ... 99 .9
MIT 2-5 0.1 ... 20
Polyaminopropyl 10 0.1 ... 40 biguanide
Phenylethanol 25-30 0 ... 99 .9
PPG-2-methyl ether 15-16 0 ... 99 .9
Water 42-45 0 ... 99 .9
MIT 5 0.1 ... 20
Dichlorobenzyl alcohol 40 0 ... 55
Phenylethano1 - 0 ... 50
PPG-2-methyl ether 0-50 0 ... 99 .9
1 , 2-propylene glycol 0-50 0 ... 99 .9
Water 5 0 ... 20
MIT 5 0.1 ... 20
Iodopropynyl 5 0.1 ... 20 butylcarbamate
Phenylethano1 0-50 0 ... 99 .9
PPG-2-methyl ether 0-25 0 ... 99 .9
1,2-propylene glycol 0-85 0 ... 99 .9
Water 5-15 0 ... 99 .9
MIT 5 0.1 ... 20
Dehydroacetic acid 8 0 .1 .. . 10
Phenylethano1 82 0 . 99.9
PPG-2-methyl ether - 0 99.9
1, 2-propylene glycol - 0 . 99.9
Water 5 0 . 99.9
The reported weight percentages relate to the total weight of the composition. The table above gives an overview of the inventive compositions which exhibit the desired properties. The table is to be taken to mean that the compositions having the reported weight percentages (in the 3rd column) lead to a stable composition.
Instead of phenylethano1 , it is also provided according to the invention to use other aromatic alcohols (see their list) . In addition, for the various samples in the last column a bandwidth of weight percentages of the individual components is reported. Reference is explicitly made to the fact that all combinations mentioned here are considered conjointly disclosed. If the bandwidth starts at 0%, there are also formulation proposals in which the respective component is not a member of the respective composition. However, reference is made explicitly to the fact that a small fraction, for example 0.1% of the respective component, is also explicitly considered disclosed for all respective components and to this extent an interval restricted in this respect, also, for example, from 0.1 to 99.9%, is a preferably restricted interval.
The weight percentages are to be taken to mean preferred embodiment of the invention and likewise do not restrict the more broadly worded bandwidth of the weight percentages belonging to the invention.
Synergy tests were conducted using microbiological tandard methods. Ringer's Solution (Merck, VWR) was used for testing bacteria, yeast and mould species. In jars 100 ml aliguots of sterile Ringer Solution are dosed with the preservatives and a known inoculum of the single test species is added. A control sample containing no preservative is also used to ascertain the biocide effect on the inoculum. The prepared jars were incubated at 300C. Aliquots are streaked out at regular intervals on specific nutrient agar so that an estimate of kill time can be determined at the same time as effective concentration. TSA (tryptic soy agar) was used for bacteria; MEA (malt extract agar) was used for yeast and moulds. The plates were visually evaluated for microbial growth to determine the MIC after various incubation times at 300C.
The synergy of the combinations of the present invention was determined against four bacteria, Pseudomonas aeruginosa, Escherichia coli, Proteus mirabilis, AND Staphylococcus aureus, a yeast, Candida albicans and two moulds Trichoderma viride and Aspergillus niger. The single micro-organisms were used at a concentration of about 105 microbes per ml. these micro-organisms are standard reference organisms and representative of natural contaminants in many consumer and industrial applications.
The test results for demonstration of synergy of the preservative combinations of the present invention are shown below. In each test first component (A) was MIT and the second component was phenylethylalcohol (B) .
Microorganism ppm MIT MIT Phenylethyl- ppm Phenyl SI*
QA Qa alcohol ethylalcohol
Qb QB
Pseudomonas Test 1 50 25 250 2000 0.63
Aeruginosa Test 2.1 25 12.5 125 2500 0.55
Test 2.2 25 12.5 125 2500 0.55
Test 2.3 25 12.5 125 2500 0.55
Escherichia Test 1 50 25 250 2000 0.63
CoIi Test 2.1 25 12.5 125 2500 0.55
Test 2.2 25 12.5 125 2500 0.55
Test 2.3 25 12.5 125 2500 0.55
Proteus Test 1 50 25 250 2000 0.63 mirabilis Test 2.1 25 12.5 125 2000 0.56
Test 2.2 25 12.5 125 2000 0.56
Test 2.3 25 12.5 125 2000 0.56
Staphylococcus Test 1 75 25 250 2000 0.46 aureus Test 2.1 50 25 250 1500 0.67
Test 2.2 50 12.5 125 1500 0.33
Test 2.3 50 12.5 125 1500 0.33
Candida Test 1 50 25 250 2000 0.63 albicans Test 2.1 50 25 250 2500 0.60
Test 2.2 50 25 250 1500 0.67
Test 2.3 50 12.5 125 1500 0.33
Aspergillus Test 1 50 25 250 1500 0.67
Niger Test 2.1 50 37.5 375 2000 0.94
Test 2.2 50 25 250 2000 0.63
Test 2.3 50 37.5 375 2000 0.94
Trichoderma Test 1 75 25 250 2000 0.46 viride Test 2.1 50 25 250 3000 0.58
Test 2.2 50 25 250 3000 0.58
Test 2.3 50 25 250 3000 0.58
* SI = Synergy Index
Formula SI = Qa/QA + Qb/QB
QA = concentration of compound A (first component in ppm, acting alone, which produced an end point (MIC of Compound A)
Qa = concentration of compound A in ppm, in the mixture, which produced an end point
QB = concentration of compound B (second component in ppm, acting alone, which produced an end point (MIC of Compound B)
Qb = concentration of compound B in ppm, in the mixture, which produced an end point
Test one was done as single test, Test 2 was performed under statistical conditions with 3 parallel samples
Result: all SI indices show values below 1 sometimes even below 0.5
formulation based on 2-Methyl-isothiazolin-3-one and Phenylethylalcohol
immediatl after re eratioπ
6 months room 12 months room
6 months 30°C dark 6 months 8°C dark 12 months 30°C dark 12 months 8°C dark temperatures glass cabinet temperatures glass cabinet
formulation based on 2-Methyl-isothiazolin-3-one, Dehydroacetic Acid and Phenylethylalcohol
immediatly after preperation
I
6 months room 12 months room
6 months 30°C dark 6 months 8°C dark 12 months 30°C dark 12 months 8°C dark temperatures glass cabinet temperatures glass cabinet
Claims
1. Microbicidal composition which comprises a mixture of at least two components, the first component being 2-methyl-3-isothiazolone and the second component being at least one active compound selected from the following groups of active compounds : a) compounds having activated methylol groups b) quats or polyquats c) carbamates d) organic acids e) aromatic alcohols.
2. Composition according to Claim 1, characterized in that the composition comprises one or more different solvents .
3. Composition according to one or both of the preceding claims, characterized in that water, glycols and/or glycol ethers are provided as solvent .
4. Composition according to one or more of the preceding claims, characterized by a synergistic action of the components present in the mixture.
5. Composition according to one or more of the preceding claims, characterized by an activity enhancement by the solvent, in particular the glycols and/or glycol ethers.
6. Composition according to one or more of the preceding claims, characterized in that bronopol, diazolidinylurea or imidazolidinylurea are provided as compounds having activated methylol groups .
7. Composition according to one or more of the preceding claims, characterized in that polyaminopropyl biguanide, cetrimonium bromide or benzalconium chloride are provided as guats or polyquats .
8. Composition according to one or more of the preceding claims, characterized in that iodopropynyl butylcarbamate or dithiocarbamate are provided as carbamates .
9. Composition according to one or more of the preceding claims, characterized in that dehydroacetic acid, undecylenic acid or salicylic acid are provided as organic acids .
10. Composition according to one or more of the preceding claims, characterized in that phenoxyethanol, phenylethanol, phenoxypropanol , phenylpropanol or dichlorobenzyl alcohol are provided as aromatic alcohols .
11. Composition according to one of more of the preceding claims, characterized in that polypropylene glycol 2-methyl ether, 1, 2-octanediol, propylene glycol, pentylene glycol, hexylene glycol, dipropylene glycol, dipropylene glycol monomethyl ether, oligo- or polyethylene glycols or polypropylene glycols are provided as glycols or glycol ethers .
12. Composition according to one or more of the preceding claims, characterized in that the weight ratio between 2-methyl-3-isothiazolone and the other components is between 1:1000 and 200:1, preferably between 2:100 and 5:1.
13. Composition according to one or more of the preceding claims, characterized in that the weight ratio between the components and the solvent is between 1:100 and 100:1, preferably 1:10 to 3:2.
14. Composition according to one or more of the preceding claims, characterized in that the weight percentage of glycol or glycol ether in the composition is from 0% to 85%.
15. Composition according to one or more of the preceding claims, characterized in that the weight percentage of 1 , 2-octanediol in the composition is from 0% to 10%.
16. Composition according to one or more of the preceding claims, characterized in that the weight percentage of 2-methyl-3-isothiazolone in the composition is from 0.1% to 20%, preferably approximately 2% to 8%.
17. Composition according to one or more of the preceding claims, characterized in that the weight percentage of aromatic alcohols in the total composition is from 0% to 99.9%, preferably 0.1% to 80%.
18. Composition according to one or more of the preceding claims, characterized in that the weight percentage of water in the total composition is from 0% to 99.9%.
19. Composition according to one or more of the preceding claims, characterized in that the composition is essentially free from halogenated isothiazolone .
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP13159209.9A EP2614710A1 (en) | 2005-07-08 | 2006-06-30 | Microbicidal composition |
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US69768105P | 2005-07-08 | 2005-07-08 | |
| DE102005036314A DE102005036314A1 (en) | 2005-07-29 | 2005-07-29 | Microbicidal composition for combatting organisms comprises 2-methyl-3-isothiazolone and active compound(s) from activated methylol groups-containing compounds, quats to polyquats, carbamates, organic acids or aromatic alcohols |
| PCT/US2006/025976 WO2007008484A2 (en) | 2005-07-08 | 2006-06-30 | Microbicidal composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EP1924140A2 true EP1924140A2 (en) | 2008-05-28 |
| EP1924140A4 EP1924140A4 (en) | 2012-06-06 |
Family
ID=37637702
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP06774460A Withdrawn EP1924140A4 (en) | 2005-07-08 | 2006-06-30 | Microbicidal composition |
Country Status (3)
| Country | Link |
|---|---|
| EP (1) | EP1924140A4 (en) |
| CN (1) | CN101257795B (en) |
| WO (1) | WO2007008484A2 (en) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20120046167A1 (en) * | 2009-04-27 | 2012-02-23 | Basf Se | Composition containing pesticide, preservative agent and unbranched 1,2-alkanodiol |
| JP5210360B2 (en) * | 2009-07-30 | 2013-06-12 | ローム アンド ハース カンパニー | Synergistic microbicidal composition |
| BR112013012458A2 (en) * | 2010-11-19 | 2020-08-04 | Isp Investments Inc. | stable and concentrated composition of an aqueous preservative of dehydroacetic acid (dha) and methylisothiazolinone (mit |
| BR112017020613A2 (en) * | 2015-03-26 | 2018-07-17 | Isp Investments Llc | Synergistic dehydroacetic acid compositions and methods for reducing yellow in various end-user compositions |
| CN107613767B (en) | 2015-04-09 | 2022-06-21 | Isp投资有限公司 | Synergistic preservative composition |
| CN107920527B (en) | 2015-09-09 | 2021-02-19 | 托尔有限公司 | Storage stable biocide compositions |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4732905A (en) * | 1987-03-13 | 1988-03-22 | Betz Laboratories, Inc. | Biocidal compositions and use thereof containing a synergistic mixture of 2-bromo-2-nitropropane-1,3-diol and a mixture of 5-chloro-2-methyl-4-isothiazolin-3-one and 2-methyl-4-isothiazolin-3-one |
| WO1999008530A1 (en) * | 1997-08-20 | 1999-02-25 | Thor Chemie Gmbh | Synergistic biocide composition |
| WO2002074087A1 (en) * | 2001-03-15 | 2002-09-26 | Bayer Aktiengesellschaft | Microbicidal mixtures |
| US20040014799A1 (en) * | 2000-08-31 | 2004-01-22 | Dagmar Antoni-Zimmermann | Synergetic biocidal composition comprising 2-methylisothiazoline-3-on |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP4245097B2 (en) * | 1999-05-10 | 2009-03-25 | ソマール株式会社 | Harmful microorganism eradication agent |
| JP2001048720A (en) * | 1999-08-06 | 2001-02-20 | Asahi Denka Kogyo Kk | Humectant and bacteriostatic agent for cosmetic |
| DE60300543T3 (en) * | 2002-01-31 | 2013-01-17 | Rohm And Haas | Synergistic microbicidal combination |
| JP4226826B2 (en) * | 2002-02-18 | 2009-02-18 | 日本エンバイロケミカルズ株式会社 | Industrial sterilization composition |
| DE10318526A1 (en) * | 2003-04-24 | 2004-11-11 | Beiersdorf Ag | High fat cleaning emulsion |
-
2006
- 2006-06-30 CN CN2006800327816A patent/CN101257795B/en not_active Expired - Fee Related
- 2006-06-30 EP EP06774460A patent/EP1924140A4/en not_active Withdrawn
- 2006-06-30 WO PCT/US2006/025976 patent/WO2007008484A2/en active Application Filing
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4732905A (en) * | 1987-03-13 | 1988-03-22 | Betz Laboratories, Inc. | Biocidal compositions and use thereof containing a synergistic mixture of 2-bromo-2-nitropropane-1,3-diol and a mixture of 5-chloro-2-methyl-4-isothiazolin-3-one and 2-methyl-4-isothiazolin-3-one |
| WO1999008530A1 (en) * | 1997-08-20 | 1999-02-25 | Thor Chemie Gmbh | Synergistic biocide composition |
| US20040014799A1 (en) * | 2000-08-31 | 2004-01-22 | Dagmar Antoni-Zimmermann | Synergetic biocidal composition comprising 2-methylisothiazoline-3-on |
| WO2002074087A1 (en) * | 2001-03-15 | 2002-09-26 | Bayer Aktiengesellschaft | Microbicidal mixtures |
Non-Patent Citations (3)
| Title |
|---|
| DATABASE WPI Week 200107 Thomson Scientific, London, GB; AN 2001-061027 XP002674585, & WO 00/67578 A1 (SOMAR CORP) 16 November 2000 (2000-11-16) * |
| DATABASE WPI Week 200426 Thomson Scientific, London, GB; AN 2004-272587 XP002674586, & JP 2003 238318 A (TAKEDA CHEM IND LTD) 27 August 2003 (2003-08-27) * |
| See also references of WO2007008484A2 * |
Also Published As
| Publication number | Publication date |
|---|---|
| CN101257795A (en) | 2008-09-03 |
| WO2007008484A2 (en) | 2007-01-18 |
| EP1924140A4 (en) | 2012-06-06 |
| WO2007008484A3 (en) | 2007-04-26 |
| CN101257795B (en) | 2012-06-06 |
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